MIT

Triptycene diols: a strategy for synthesizing planar $π$ systems through catalytic conversion of a poly(p-phenylene ethynylene) into a poly(p-phenylene vinylene).

Title

Triptycene diols: a strategy for synthesizing planar $π$ systems through catalytic conversion of a poly(p-phenylene ethynylene) into a poly(p-phenylene vinylene).

Publication Type
Journal Article
Year of Publication
2012
Journal
Angewandte Chemie, International Edition
Volume
51
Pagination
1182–6
Date Published
jan
ISSN
1521-3773
Abstract
A highly efficient method to introduce planarity and rigidity into a conjugated polymer backbone using a catalytic main-chain alteration to convert alkynes of PPE into annulated alkenes in PPV was developed. Post-polymn. cyclization provided a rare O-substitution of vinyl units of PPV and endowed products with greater planarity and rigidity, resulting in red-shifts in absorbance and fluorescence and defined vibrational features. We hope to extend this cyclization strategy to establish higher order of planarity for other conjugated polymer classes. [on SciFinder(R)]